| Southend United FC v Lincoln City FC 19/10/1999 | View match | |
| Lincoln City FC v Chester City FC 23/10/1999 | View match | |
| Lincoln City FC v Welling United 30/10/1999 | View match | |
| Lincoln City FC v Peterborough United FC 02/11/1999 | View match | |
| Mansfield Town FC v Lincoln City FC 06/11/1999 | View match | |
| Lincoln City FC v York City FC 12/11/1999 | View match | |
| Luton Town FC v Lincoln City FC 19/11/1999 | £5.00 | |
| Brighton & Hove Albion FC v Lincoln City FC 23/11/1999 | £6.00 | |
| Lincoln City FC v Rochdale FC 27/11/1999 | View match | |
| Lincoln City FC v Luton Town FC 30/11/1999 | View match | |
| Rotherham United FC v Lincoln City FC 04/12/1999 | View match | |
| Lincoln City FC v Shrewsbury Town FC 18/12/1999 | View match |